Caryophyllene Sesquiterpenes from a Chaetomium globosum Endophyte of the Canadian Medicinal Plant Empetrum nigrum

PunctaporoninsT (1) and U (2), new caryophyllenesesquiterpenes, were isolated with three known punctaporonins, A (3), B (4), and C (5), from the endophyticfungus Chaetomium globosum (TC2-041). The structuresand relative configurations of punctaporonins T and U were elucidatedbased on a combination of HRESIMS, 1D/2D NMR spectroscopic analysis,and X-ray diffraction analysis, while their absolute configurationis presumed to be consistent with the co-isolated 3-5 on biogenetic arguments. Compound 1 showedweak inhibitory activity against both Mycobacterium tuberculosis and Staphylococcus aureus.

Automated summary

Two new caryophyllenesesquiterpenes, Punctaporonins T and U, along with three known punctaporonins A, B, and C, were isolated from the endophytic fungus Chaetomium globosum (TC2-041). The structures and relative configurations of Punctaporonins T and U were determined using HRESIMS, 1D/2D NMR spectroscopy, and X-ray diffraction analysis. The absolute configuration of these compounds was presumed based on the biogenetic arguments with the co-isolated compounds 3-5. Compound 1 exhibited weak inhibitory activity against both Mycobacterium tuberculosis and Staphylococcus aureus.